(E)-2-(prop-1-en-1-yl)tetrahydrofuran | 70028-08-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 英文名称: (E)-2-(prop-1-en-1-yl)tetrahydrofuran
• 英文别名: (E)-2-(prop-1-enyl)tetrahydrofuran；2-Propenyl-tetrahydro-furan；1-(2-Tetrahydrofuran)-prop-1-en；2-[(E)-prop-1-enyl]oxolane
• CAS: 70028-08-9
• 化学式: C₇H₁₂O
• 分子量: 112.172
• InChiKey: PRSWGPVREYKEKE-DUXPYHPUSA-N

物化性质

• 沸点：
  45 °C(Press: 24 Torr)
• 密度：
  0.969±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-2-(prop-1-en-1-yl)tetrahydrofuran 以100%的产率得到
  参考文献：
  名称：

  MONTAUDON E.; THEPENIER J.; LALANDE R., J. HETEROCYCL. CHEM., 1979, 16, NO 1, 113-121

  摘要：

  DOI：
• 作为产物：
  描述：

  (4E)-hepta-4,6-dien-1-ol 在 mercuric triflate 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以78%的产率得到(E)-2-(prop-1-en-1-yl)tetrahydrofuran
  参考文献：
  名称：

  Hg(OTf)₂-catalyzed Cycloisomerization of Aryl- and Hetero-substituted 1,3-Dienes

  摘要：

  我们开发了 Hg(OTf)2 催化的 7-芳基庚-1,3-二烯类 Friedel-Crafts 环异构化反应，在非常温和的条件下以极佳的催化周转率得到丙烯基取代的四氢萘。1,3-二烯基磺酰胺和 1,3-二烯基醇也能高效地环化生成杂环化合物。

  DOI：

  10.1246/cl.2010.830

文献信息

• Heterocycle Synthesis Based on Allylic Alcohol Transposition Using Traceless Trapping Groups
  作者：Youwei Xie、Paul E. Floreancig

  DOI：10.1002/anie.201402010

  日期：2014.5.5

  Allylic alcohols undergo transposition reactions in the presence of Re2O7 whereby the equilibrium can be dictated by trapping one isomer with a pendent electrophile. Additional ionization can occur when the trapping group is an aldehyde or ketone, thus leading to cyclic oxocarbenium ion formation. Terminating the process through bimolecular nucleophilic addition into the intermediate provides a versatile

  烯丙醇在Re 2 O 7的存在下进行转座反应，从而可以通过用一种亲电亲和剂捕获一种异构体来控制平衡。当捕获基团是醛或酮时，可能会发生其他电离，从而导致形成环氧碳鎓离子。通过将双分子亲核加成至中间物来终止该过程，为合成各种含氧杂环化合物提供了一种通用的方法。了解序列中各步骤的相对速率会导致设计反应，从而创建多个具有良好至极佳控制水平的立体中心。
• The stereoselective synthesis of unsaturated nine-membered lactones using the Malherbe–Bellus variant of the Claisen rearrangement
  作者：Marcel R. Kling、Grant A. McNaughton-Smith、Richard J. K. Taylor

  DOI：10.1039/c39930001593

  日期：——

  The title reaction has been used to prepare nine-membered lactones commencing from 2-vinyltetrahydrofurans and dichloroketene; the resulting Δ5-dichlorolactones are exclusively trans but dechlorination using Bu3SnH–AlBN (azoisobutyronitrile) achieves concomitant isomerisation to give the cis-unsaturated lactones.

  标题反应已用于从 2-乙烯基四氢呋喃和二氯乙烯酮开始制备九元内酯；所得的α5-二氯内酯完全是反式的，但使用Bu3SnH-AlBN（偶氮异丁腈）脱氯可实现伴随的异构化，得到顺式不饱和内酯。
• SUBSTITUTED CYCLOALKENE DERIVATIVE
  申请人：Kimura Tomio

  公开号：US20090233952A1

  公开（公告）日：2009-09-17

  [Object] To provide a substituted cycloalkene derivative having an action to suppress intracellular signal transduction or cell activation induced by endotoxin and to suppress cell responses due to the intracellular signal transduction and cell activation such as an excess generation of inflammatory mediators such as TNF-α, pharmacologically acceptable salts therefor, a medicament containing them as an active ingredient, a preparation method therefor, and a medicament containing the aforementioned substituted cycloalkene derivative as an active ingredient which is superior in prophylaxis and/or treatment of diseases such as sepsis (septic shock, disseminated intravascular coagulation, multiple organ failure and the like), that are associated with intracellular signal transduction or cell activation induced by endotoxin and to cell responses to the intracellular signal transduction and cell activation. [Solution] A compound represented by the general formula (I): wherein X and Y represent a group in which X and Y together with a carbon atom to which they are bound form ring A (the ring is 3- to 7-membered heterocyclyl ring or 3- to 7-membered cycloalkyl ring), each represents a hydrogen atom, or X and Y together represent a substituent of ring B. l and m, independently from each other, represent an integer of 0 to 3, and l+m is 1 to 3. R 1 is an aliphatic hydrocarbon group and the like which may be substituted with a group selected from Substituent group β and Substituent group γ. n represents an integer of 0 to 3. R 2 is a C 1 -C 6 alkyl group and the like which may be substituted with a group selected from a hydrogen atom and Substituent group β. R 3 is a phenyl group, 5- to 6-membered heteroaryl group and the like which may be substituted with a group selected from Substituent group ε. R 5 is a C 1 -C 6 alkyl group and the like which may be substituted with a group selected from a hydrogen atom and Substituent group β. Provided that in the case where R 3 is a phenyl group which may be substituted with a group selected from Substituent group ε, X and Y represent a group in which X and Y together with a carbon atom to which they are bound form ring A, or X and Y together represent a substituent of ring B.

  [目的] 提供一种替代环烯烃衍生物，具有抑制内毒素诱导的细胞内信号传导或细胞活化并抑制细胞对细胞内信号传导和细胞活化的反应，例如过量生成TNF-α等炎症介质，其药理学上可接受的盐，包含其作为活性成分的药物，其制备方法以及含有上述替代环烯烃衍生物作为活性成分的药物，其在预防和/或治疗与内毒素诱导的细胞内信号传导或细胞活化以及对细胞内信号传导和细胞活化的反应有关的疾病，例如败血症（败血性休克，弥漫性血管内凝血，多器官衰竭等）方面具有优越性。 [解决方案] 一种由通式（I）表示的化合物：其中，X和Y表示与它们结合的碳原子形成环A（环为3-至7成员的杂环或3-至7成员的环烷基环）的基团，每个表示氢原子，或X和Y一起表示环B的取代基。l和m，独立地，表示0至3的整数，且l+m为1至3。R1是脂肪烃基等，可以被从取代基组β和取代基组γ中选择的基团取代。n表示0至3的整数。R2是C1-C6烷基等，可以被从氢原子和取代基组β中选择的基团取代。R3是苯基，5-至6成员的杂环基等，可以被从取代基组ε中选择的基团取代。R5是C1-C6烷基等，可以被从氢原子和取代基组β中选择的基团取代。但在R3是苯基且可以被从取代基组ε中选择的基团取代的情况下，X和Y表示与它们结合的碳原子形成环A的基团，或X和Y一起表示环B的取代基。
• SMALL MOLECULES FOR THE MODULATION OF MCL-1 AND METHODS OF MODULATING CELL DEATH, CELL DIVISION, CELL DIFFERENTIATION AND METHODS OF TREATING DISORDERS
  申请人：Dana-Farber Cancer Institute, Inc.

  公开号：EP3138838A1

  公开（公告）日：2017-03-08

  This invention relates to compounds which selectively bind to the survival protein MCL-1 with high affinity and selectivity, pharmaceutical compositions containing such compounds and the use of those compounds or compositions for modulating MCL-1 activity and for treating hyperproliferative disorders, angiogenesis disorders, cell cycle regulation disorders, autophagy regulation disorders, inflammatory disorders, and/or infectious disorders and/or for enhancing cellular engraftment and/or wound repair, as a sole agent or in combination with other active ingredients.

  本发明涉及以高亲和力和选择性与存活蛋白 MCL-1 选择性结合的化合物、含有此类化合物的药物组合物，以及使用这些化合物或组合物调节 MCL-1 活性和治疗过度增殖性疾病、血管生成疾病、细胞周期调节疾病、自噬调节疾病、炎症性疾病和/或感染性疾病和/或增强细胞移植和/或伤口修复，可作为单独制剂或与其他活性成分组合使用。
• Ficini, Bulletin de la Societe Chimique de France, 1956, p. 119,122
  作者：Ficini

  DOI：——

  日期：——